Make the most of your time in Big Pine Key with an unforgettable fishing adventure aboard Florida Keys Island Fishing Charters! Led by seasoned local guide Captain Tony, this family-run charter offers the perfect blend of excitement, expertise, and island hospitality.
Step aboard our 24’ Aquasport Tournament Series center console, powered by a 300HP Suzuki engine and built for comfort, safety, and performance. The boat is equipped with cushioned seating, a shaded canopy (available on request), Simrad GPS and Fishfinder, Bluetooth stereo, a live bait well, plenty of rod holders, and an under-deck fish box to keep your catch fresh. Whether you're an experienced angler or trying fishing for the first time, this boat is ready for action!
Depending on the season and conditions, you’ll have the opportunity to catch species like Mutton Snapper, Yellowtail Snapper, Great Barracuda, Cero Mackerel, Skipjack, Cobia, Tarpon, Black Grouper, Red Grouper, African Pompano, Mahi Mahi, Bull Shark, and many more. You’ll use proven techniques like spinning, jigging, trolling, bottom fishing, drift fishing, or cast and retrieve, with Captain Tony offering expert guidance along the way.
This charter is kid-friendly, family-friendly, and beginner-approved—and we love seeing young anglers light up when they reel in their first fish! Please let us know if you’ll need a child-size life vest. You’re welcome to bring your own snacks and sunscreen. We'll provide cold water in the onboard cooler, all gear, bait, tackle, and fishing licenses.
You can even bring beer (in cans only)—just no hard liquor or glass bottles. While some fish species may have seasonal regulations or size limits, Captain Tony will help you understand what's in season and what you can keep.
Fishing in the Lower Florida Keys has never been more fun or more personal. Whether you’re hoping to reel in dinner, chase a shark, or just enjoy quality time with loved ones on the water, your adventure starts here!
Rating summary
Photos & videos by reviewers (58)
Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Caught fish
100%
Big Pine Key, Florida
Jun 1, 2025
4 Hour Trip – Bridge Fishing (AM)
I've been fishing with Captain Tony for the past 22 years, and I can truly say he’s one of the best out there. He taught me everything I know about fishing—from bridge fishing to chasing trophy fish offshore—and thanks to him, I’ve caught some incredible prize fish over the years! Captain Tony is not only experienced and knowledgeable, but also incredibly patient and caring, especially with kids and families. He makes everyone feel comfortable and welcomed on the boat. Whether you're a seasoned angler or it's your first time holding a rod, he’ll make sure your trip is unforgettable. Highly recommend Florida Keys Island Fishing Charters for a fun, safe, and exciting day on the water!
I've been fishing with Captain Tony for the past 22 years, and I can truly say he’s one of the best out there. He taught me everything...
Lodz, Poland
May 27, 2025
4 Hour Trip – Reef Fishing (AM)
Florida Keys Island Fishing is hands down the best fishing charter in the Keys! Captain Tony creates an experience that’s not just fun—but truly unforgettable. He’s fantastic with kids, patiently teaching them how to hook bait, cast properly, and reel in their catches. It’s more than just a fishing trip—it’s a hands-on education that my whole family loved. While they were busy reeling in fish after fish, I got to relax in the back of the boat, lounging comfortably under the canopy and soaking in the peaceful beauty of the Florida Keys. It was the perfect balance of adventure and serenity. We also asked Captain Tony for a scenic cruise, and he took us to explore the islands, bridges, and even out to the stunning Sombrero Lighthouse. Every moment was magical. This trip exceeded all expectations—highly recommend for families, couples, or anyone looking to experience the Keys from the water!
Florida Keys Island Fishing is hands down the best fishing charter in the Keys! Captain Tony creates an experience that’s not...
Big Pine Key, Florida
May 8, 2025
4 Hour Trip – Reef Fishing (AM)
When we're in the Florida Keys, we always call Captain Tony to take us out on the water. Whether it’s exploring the islands or getting into some serious fishing, every trip is a blast! We’ve caught huge mutton snappers, king mackerel, cobia, groupers, permits, tarpon, and even sharks. The kids love reeling in yellowtail snapper, while the guys go after the big ones. The ladies always appreciate the shaded canopy—something you won’t find on other charters! Thank you, Captain Tony, for making every trip unforgettable. Highly recommend Florida Keys Island Fishing Charters!
When we're in the Florida Keys, we always call Captain Tony to take us out on the water. Whether it’s exploring the islands or...
Big Pine Key, Florida
May 29, 2025
4 Hour Trip – Backcountry (AM)
As the author of the Mishaps in Paradise book series, I can confidently say that trips with Captain Tony have been a true source of inspiration! We hire him every time we need to get out on the water, and he never disappoints. Captain Tony is absolutely wonderful with kids—patient, fun, and full of knowledge. His charters have helped bring our island adventures to life. Highly recommend Florida Keys Island Fishing Charters for families and anyone looking to create lasting memories!
As the author of the Mishaps in Paradise book series, I can confidently say that trips with Captain Tony have been a true source...
Big Pine Key, Florida
Apr 16, 2025
4 Hour Trip – Bridge Fishing (AM)
Captain Tony has taken us out on the water multiple times, and every trip is a fantastic experience! Whether we’re catching delicious reef fish, battling sharks and barracudas, or exploring the islands by boat, it's always an adventure. We also work with Captain Tony to film beautiful footage of the Florida Keys from the water, and he always makes the process smooth and enjoyable. He’s excellent with kids and anglers of all ages—patient, knowledgeable, and fun. If you're looking for one of the best fishing charters in the Florida Keys, Florida Keys Island Fishing Charters is it!
Captain Tony has taken us out on the water multiple times, and every trip is a fantastic experience! Whether we’re catching delicious...
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Rating summary
Photos & videos by reviewers (58)
Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Caught fish
100%
Big Pine Key, Florida
Experience:
Boat
Crew
Overall
4 Hour Trip – Bridge Fishing (AM) on June 1, 2025
I've been fishing with Captain Tony for the past 22 years, and I can truly say he’s one of the best out there. He taught me everything I know about fishing—from bridge fishing to chasing trophy fish offshore—and thanks to him, I’ve caught some incredible prize fish over the years! Captain Tony is not only experienced and knowledgeable, but also incredibly patient and caring, especially with kids and families. He makes everyone feel comfortable and welcomed on the boat. Whether you're a seasoned angler or it's your first time holding a rod, he’ll make sure your trip is unforgettable. Highly recommend Florida Keys Island Fishing Charters for a fun, safe, and exciting day on the water!
I've been fishing with Captain Tony for the past 22 years, and I can truly say he’s one of the best out there. He taught me everything I know about fishing—from bridge fishing to chasing trophy fish offshore—and thanks to him, I’ve caught some incredible prize fish over the years! Captain Tony is not only experienced and knowledgeable, but also incredibly patient and caring, especially with kids and families. He makes everyone feel comfortable and welcomed on the boat. Whether you're a seasoned...
Lodz, Poland
Experience:
Boat
Crew
Overall
4 Hour Trip – Reef Fishing (AM) on May 27, 2025
Florida Keys Island Fishing is hands down the best fishing charter in the Keys! Captain Tony creates an experience that’s not just fun—but truly unforgettable. He’s fantastic with kids, patiently teaching them how to hook bait, cast properly, and reel in their catches. It’s more than just a fishing trip—it’s a hands-on education that my whole family loved. While they were busy reeling in fish after fish, I got to relax in the back of the boat, lounging comfortably under the canopy and soaking in the peaceful beauty of the Florida Keys. It was the perfect balance of adventure and serenity. We also asked Captain Tony for a scenic cruise, and he took us to explore the islands, bridges, and even out to the stunning Sombrero Lighthouse. Every moment was magical. This trip exceeded all expectations—highly recommend for families, couples, or anyone looking to experience the Keys from the water!
Florida Keys Island Fishing is hands down the best fishing charter in the Keys! Captain Tony creates an experience that’s not just fun—but truly unforgettable. He’s fantastic with kids, patiently teaching them how to hook bait, cast properly, and reel in their catches. It’s more than just a fishing trip—it’s a hands-on education that my whole family loved. While they were busy reeling in fish after fish, I got to relax in the back of the boat, lounging comfortably under the canopy and soaking...
Big Pine Key, Florida
Experience:
Boat
Crew
Overall
4 Hour Trip – Reef Fishing (AM) on May 8, 2025
When we're in the Florida Keys, we always call Captain Tony to take us out on the water. Whether it’s exploring the islands or getting into some serious fishing, every trip is a blast! We’ve caught huge mutton snappers, king mackerel, cobia, groupers, permits, tarpon, and even sharks. The kids love reeling in yellowtail snapper, while the guys go after the big ones. The ladies always appreciate the shaded canopy—something you won’t find on other charters! Thank you, Captain Tony, for making every trip unforgettable. Highly recommend Florida Keys Island Fishing Charters!
When we're in the Florida Keys, we always call Captain Tony to take us out on the water. Whether it’s exploring the islands or getting into some serious fishing, every trip is a blast! We’ve caught huge mutton snappers, king mackerel, cobia, groupers, permits, tarpon, and even sharks. The kids love reeling in yellowtail snapper, while the guys go after the big ones. The ladies always appreciate the shaded canopy—something you won’t find on other charters! Thank you, Captain Tony, for making...
Big Pine Key, Florida
Experience:
Boat
Crew
Overall
4 Hour Trip – Backcountry (AM) on May 29, 2025
As the author of the Mishaps in Paradise book series, I can confidently say that trips with Captain Tony have been a true source of inspiration! We hire him every time we need to get out on the water, and he never disappoints. Captain Tony is absolutely wonderful with kids—patient, fun, and full of knowledge. His charters have helped bring our island adventures to life. Highly recommend Florida Keys Island Fishing Charters for families and anyone looking to create lasting memories!
As the author of the Mishaps in Paradise book series, I can confidently say that trips with Captain Tony have been a true source of inspiration! We hire him every time we need to get out on the water, and he never disappoints. Captain Tony is absolutely wonderful with kids—patient, fun, and full of knowledge. His charters have helped bring our island adventures to life. Highly recommend Florida Keys Island Fishing Charters for families and anyone looking to create lasting memories!
Big Pine Key, Florida
Experience:
Boat
Crew
Overall
4 Hour Trip – Bridge Fishing (AM) on April 16, 2025
Captain Tony has taken us out on the water multiple times, and every trip is a fantastic experience! Whether we’re catching delicious reef fish, battling sharks and barracudas, or exploring the islands by boat, it's always an adventure. We also work with Captain Tony to film beautiful footage of the Florida Keys from the water, and he always makes the process smooth and enjoyable. He’s excellent with kids and anglers of all ages—patient, knowledgeable, and fun. If you're looking for one of the best fishing charters in the Florida Keys, Florida Keys Island Fishing Charters is it!
Captain Tony has taken us out on the water multiple times, and every trip is a fantastic experience! Whether we’re catching delicious reef fish, battling sharks and barracudas, or exploring the islands by boat, it's always an adventure. We also work with Captain Tony to film beautiful footage of the Florida Keys from the water, and he always makes the process smooth and enjoyable. He’s excellent with kids and anglers of all ages—patient, knowledgeable, and fun. If you're looking for one of the...